JP2016512232A5 - - Google Patents
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- Publication number
- JP2016512232A5 JP2016512232A5 JP2015562913A JP2015562913A JP2016512232A5 JP 2016512232 A5 JP2016512232 A5 JP 2016512232A5 JP 2015562913 A JP2015562913 A JP 2015562913A JP 2015562913 A JP2015562913 A JP 2015562913A JP 2016512232 A5 JP2016512232 A5 JP 2016512232A5
- Authority
- JP
- Japan
- Prior art keywords
- hydroxypropyl
- carbamate
- chlorophenyl
- group
- dichlorophenyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- -1 phenyl carbamate compound Chemical class 0.000 claims description 28
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 125000004665 trialkylsilyl group Chemical group 0.000 claims description 4
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims 17
- 125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 claims 8
- 239000008194 pharmaceutical composition Substances 0.000 claims 7
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 6
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 4
- 150000002431 hydrogen Chemical group 0.000 claims 4
- 206010044565 Tremor Diseases 0.000 claims 3
- 125000006304 2-iodophenyl group Chemical group [H]C1=C([H])C(I)=C(*)C([H])=C1[H] 0.000 claims 2
- 206010061536 Parkinson's disease Diseases 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 201000009457 movement disease Diseases 0.000 claims 2
- 230000003287 optical Effects 0.000 claims 2
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims 1
- ITZPOSYADVYECJ-UHFFFAOYSA-N N'-cyclohexylpropane-1,3-diamine Chemical compound NCCCNC1CCCCC1 ITZPOSYADVYECJ-UHFFFAOYSA-N 0.000 claims 1
- ZUHQRBOAKRLOGM-UHFFFAOYSA-M N-heptylcarbamate Chemical compound CCCCCCCNC([O-])=O ZUHQRBOAKRLOGM-UHFFFAOYSA-M 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- ARUKYTASOALXFG-UHFFFAOYSA-N cycloheptylcycloheptane Chemical group C1CCCCCC1C1CCCCCC1 ARUKYTASOALXFG-UHFFFAOYSA-N 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 125000001033 ether group Chemical group 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Chemical group 0.000 claims 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N fluorine atom Chemical group [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical group 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical group II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 1
- 239000011630 iodine Chemical group 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- BSCCSDNZEIHXOK-UHFFFAOYSA-N phenyl carbamate Chemical class NC(=O)OC1=CC=CC=C1 BSCCSDNZEIHXOK-UHFFFAOYSA-N 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 239000011780 sodium chloride Substances 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 230000001225 therapeutic Effects 0.000 claims 1
- 230000002747 voluntary Effects 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 8
- 230000002194 synthesizing Effects 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 6
- 238000003786 synthesis reaction Methods 0.000 description 6
- 125000006239 protecting group Chemical group 0.000 description 4
- XKXIQBVKMABYQJ-UHFFFAOYSA-M tert-butyl carbonate Chemical compound CC(C)(C)OC([O-])=O XKXIQBVKMABYQJ-UHFFFAOYSA-M 0.000 description 4
- QXTIBZLKQPJVII-UHFFFAOYSA-N triethylsilicon Chemical group CC[Si](CC)CC QXTIBZLKQPJVII-UHFFFAOYSA-N 0.000 description 4
- 125000000025 triisopropylsilyl group Chemical group C(C)(C)[Si](C(C)C)(C(C)C)* 0.000 description 4
- ZEYHEAKUIGZSGI-UHFFFAOYSA-M 4-methoxybenzoate Chemical compound COC1=CC=C(C([O-])=O)C=C1 ZEYHEAKUIGZSGI-UHFFFAOYSA-M 0.000 description 2
- FGIVSGPRGVABAB-UHFFFAOYSA-M C1=CC=C2C(COC(=O)[O-])C3=CC=CC=C3C2=C1 Chemical compound C1=CC=C2C(COC(=O)[O-])C3=CC=CC=C3C2=C1 FGIVSGPRGVABAB-UHFFFAOYSA-M 0.000 description 2
- IRXSLJNXXZKURP-UHFFFAOYSA-N Fluorenylmethyloxycarbonyl chloride Chemical compound C1=CC=C2C(COC(=O)Cl)C3=CC=CC=C3C2=C1 IRXSLJNXXZKURP-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-M benzoate Chemical compound [O-]C(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-M 0.000 description 2
- NJAPCAIWQRPQPY-UHFFFAOYSA-M benzyl carbonate Chemical compound [O-]C(=O)OCC1=CC=CC=C1 NJAPCAIWQRPQPY-UHFFFAOYSA-M 0.000 description 2
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 description 2
- IEPBPSSCIZTJIF-UHFFFAOYSA-N bis(2,2,2-trichloroethyl) carbonate Chemical compound ClC(Cl)(Cl)COC(=O)OCC(Cl)(Cl)Cl IEPBPSSCIZTJIF-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- 125000004185 ester group Chemical group 0.000 description 2
- 238000005805 hydroxylation reaction Methods 0.000 description 2
- CXHHBNMLPJOKQD-UHFFFAOYSA-M methyl carbonate Chemical compound COC([O-])=O CXHHBNMLPJOKQD-UHFFFAOYSA-M 0.000 description 2
- IUGYQRQAERSCNH-UHFFFAOYSA-M pivalate Chemical compound CC(C)(C)C([O-])=O IUGYQRQAERSCNH-UHFFFAOYSA-M 0.000 description 2
- BFASWJXWTSCDRR-UHFFFAOYSA-M prop-2-enyl carbonate Chemical compound [O-]C(=O)OC[C]=C BFASWJXWTSCDRR-UHFFFAOYSA-M 0.000 description 2
- 239000003638 reducing agent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201361776926P | 2013-03-12 | 2013-03-12 | |
US61/776,926 | 2013-03-12 | ||
PCT/KR2014/002005 WO2014142518A1 (fr) | 2013-03-12 | 2014-03-11 | Composés carbamate de phényle pour une utilisation en prévention ou traitement d'un trouble du mouvement |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2016512232A JP2016512232A (ja) | 2016-04-25 |
JP2016512232A5 true JP2016512232A5 (fr) | 2017-08-31 |
JP6200526B2 JP6200526B2 (ja) | 2017-09-20 |
Family
ID=51530016
Family Applications (5)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2015562906A Active JP6062077B2 (ja) | 2013-03-12 | 2014-03-07 | 小児てんかん及びてんかん関連症侯群の予防又は治療用フェニルカルバメート化合物{phenylcarbamatecompoundsforuseinpreventingortreatingpediatricepilesyandepilesy−relatedsyndromes} |
JP2015562914A Active JP6215971B2 (ja) | 2013-03-12 | 2014-03-11 | てんかん又はてんかん−関連症侯群の予防又は治療用フェニルアルキルカルバメート化合物{phenylalkylcarbamatecompoundsforuseinpreventingortreatingepilepsyorepilepsy−relatedsyndrome} |
JP2015562915A Active JP6062078B2 (ja) | 2013-03-12 | 2014-03-11 | てんかん及びてんかん−関連症侯群の予防又は治療用フェニルカルバメート化合物{phenylcarbamatecompoundsforuseinpreentingortreatingpediatricepilesyandepilesy−relatedsyndromes} |
JP2015562913A Active JP6200526B2 (ja) | 2013-03-12 | 2014-03-11 | 運動障害の予防又は治療用フェニルカルバメート化合物 |
JP2017133937A Pending JP2017206546A (ja) | 2013-03-12 | 2017-07-07 | てんかん又はてんかん−関連症侯群の予防又は治療用フェニルアルキルカルバメート化合物{phenyl alkyl carbamate compoundsfor use in preventing or treating epilepsy or epilepsy−related syndrome} |
Family Applications Before (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2015562906A Active JP6062077B2 (ja) | 2013-03-12 | 2014-03-07 | 小児てんかん及びてんかん関連症侯群の予防又は治療用フェニルカルバメート化合物{phenylcarbamatecompoundsforuseinpreventingortreatingpediatricepilesyandepilesy−relatedsyndromes} |
JP2015562914A Active JP6215971B2 (ja) | 2013-03-12 | 2014-03-11 | てんかん又はてんかん−関連症侯群の予防又は治療用フェニルアルキルカルバメート化合物{phenylalkylcarbamatecompoundsforuseinpreventingortreatingepilepsyorepilepsy−relatedsyndrome} |
JP2015562915A Active JP6062078B2 (ja) | 2013-03-12 | 2014-03-11 | てんかん及びてんかん−関連症侯群の予防又は治療用フェニルカルバメート化合物{phenylcarbamatecompoundsforuseinpreentingortreatingpediatricepilesyandepilesy−relatedsyndromes} |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2017133937A Pending JP2017206546A (ja) | 2013-03-12 | 2017-07-07 | てんかん又はてんかん−関連症侯群の予防又は治療用フェニルアルキルカルバメート化合物{phenyl alkyl carbamate compoundsfor use in preventing or treating epilepsy or epilepsy−related syndrome} |
Country Status (7)
Country | Link |
---|---|
US (5) | US9682059B2 (fr) |
EP (4) | EP2968210A4 (fr) |
JP (5) | JP6062077B2 (fr) |
KR (5) | KR101717872B1 (fr) |
CN (6) | CN105228604A (fr) |
ES (1) | ES2881850T3 (fr) |
WO (4) | WO2014142477A1 (fr) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
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KR101717872B1 (ko) * | 2013-03-12 | 2017-03-17 | (주)바이오팜솔루션즈 | 소아 간질 및 간질-관련 증후군의 예방 또는 치료용 페닐카바메이트 화합물 |
CN105209430B (zh) | 2013-03-12 | 2019-09-13 | 比皮艾思药物研发有限公司 | 苯基氨基甲酸酯化合物及包含其的神经保护组合物 |
KR102121680B1 (ko) * | 2016-02-29 | 2020-06-10 | (주)바이오팜솔루션즈 | 설파메이트 유도체 화합물, 이의 제조 방법 및 용도 |
CN110267657B (zh) * | 2016-12-14 | 2022-12-13 | 爱思开生物制药株式会社 | 氨基甲酸酯化合物用于预防、缓解或治疗震颤或震颤综合征的用途 |
CN109920550A (zh) * | 2018-12-25 | 2019-06-21 | 天津大学 | 一种基于dMRI研究青少年肌阵挛性癫痫的方法 |
BR112023003473A2 (pt) * | 2020-08-31 | 2023-04-11 | Bio Pharm Solutions Co Ltd | Compostos de carbamato de alquil fenila para o uso na prevenção ou no tratamento de doença neurodegenerativa |
BR112023004354A2 (pt) | 2020-09-10 | 2023-04-04 | Bio Pharm Solutions Co Ltd | Compostos derivados de sulfamato para uso no tratamento ou alívio de um transtorno psiquiátrico |
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KR101717872B1 (ko) * | 2013-03-12 | 2017-03-17 | (주)바이오팜솔루션즈 | 소아 간질 및 간질-관련 증후군의 예방 또는 치료용 페닐카바메이트 화합물 |
CN105209430B (zh) | 2013-03-12 | 2019-09-13 | 比皮艾思药物研发有限公司 | 苯基氨基甲酸酯化合物及包含其的神经保护组合物 |
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2014
- 2014-03-07 KR KR1020157026389A patent/KR101717872B1/ko active IP Right Grant
- 2014-03-07 CN CN201480015460.XA patent/CN105228604A/zh active Pending
- 2014-03-07 WO PCT/KR2014/001903 patent/WO2014142477A1/fr active Application Filing
- 2014-03-07 JP JP2015562906A patent/JP6062077B2/ja active Active
- 2014-03-07 EP EP14762362.3A patent/EP2968210A4/fr active Pending
- 2014-03-07 CN CN201910335069.2A patent/CN109939092B/zh active Active
- 2014-03-11 CN CN202010408166.2A patent/CN111419830B/zh active Active
- 2014-03-11 JP JP2015562914A patent/JP6215971B2/ja active Active
- 2014-03-11 ES ES14764227T patent/ES2881850T3/es active Active
- 2014-03-11 WO PCT/KR2014/002007 patent/WO2014142520A1/fr active Application Filing
- 2014-03-11 KR KR1020157026378A patent/KR20150120518A/ko active Application Filing
- 2014-03-11 WO PCT/KR2014/002005 patent/WO2014142518A1/fr active Application Filing
- 2014-03-11 CN CN201480015456.3A patent/CN105209027A/zh active Pending
- 2014-03-11 WO PCT/KR2014/002006 patent/WO2014142519A1/fr active Application Filing
- 2014-03-11 JP JP2015562915A patent/JP6062078B2/ja active Active
- 2014-03-11 KR KR1020157026369A patent/KR101739676B1/ko active IP Right Grant
- 2014-03-11 EP EP14765077.4A patent/EP2968213A4/fr active Pending
- 2014-03-11 KR KR1020177013680A patent/KR101992035B1/ko active IP Right Grant
- 2014-03-11 EP EP14764907.3A patent/EP2968212A4/fr active Pending
- 2014-03-11 CN CN201480015472.2A patent/CN105188689B/zh active Active
- 2014-03-11 US US14/775,189 patent/US9682059B2/en active Active
- 2014-03-11 CN CN201480015516.1A patent/CN105188690B/zh active Active
- 2014-03-11 JP JP2015562913A patent/JP6200526B2/ja active Active
- 2014-03-11 US US14/204,298 patent/US20140275243A1/en not_active Abandoned
- 2014-03-11 US US14/774,287 patent/US9504668B2/en active Active
- 2014-03-11 KR KR1020157026390A patent/KR101717873B1/ko active IP Right Grant
- 2014-03-11 EP EP14764227.6A patent/EP2968211B1/fr active Active
- 2014-03-11 US US14/775,092 patent/US9872847B2/en active Active
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2016
- 2016-06-22 US US15/190,123 patent/US9956197B2/en active Active
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2017
- 2017-07-07 JP JP2017133937A patent/JP2017206546A/ja active Pending
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